Hydrochloric Acid → 1-Carboxymethyl-cyclopentanecarboxylic acid benzyl ester

HRID 1469658ノート

反応式

HRID 1469658 の反応式
[CH2:1]([O:8][C:9]([C:11]1([CH2:16][CH:17]=[O:18])[CH2:15][CH2:14][CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-:19].[Na+].Cl>C1COCC1.[Ag]=O>[CH2:1]([O:8][C:9]([C:11]1([CH2:16][C:17]([OH:19])=[O:18])[CH2:12][CH2:13][CH2:14][CH2:15]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86648214HCID 86648214、化合物

生成物 1

HCID 216902921-Carboxymethyl-cyclopentanecarboxylic acid benzyl ester

試薬・触媒・溶媒 2

HCID 92152Silver(II) oxide触媒HCID 8028Tetrahydrofuran溶媒

実験手順

Next, to a solution of 1-(2-oxo-ethyl)-cyclopentanecarboxylic acid benzyl ester (200 mg, 0.81 mmol) in THF (5 mL) is added silver(II) oxide (201 mg, 1.62 mmol) and aqueous 1M NaOH (0.81 mL of 1.0 N, 0.81 mmol) and the suspension is stirred at room temperature for 18 hours. The mixture is acidified to pH 3 with aqueous 1M HCl and is extracted with ethyl acetate. The organic layer is washed with water, brine, dried over MgSO4 and filtered. The solvent is removed under reduced pressure to furnish 1-carboxymethyl-cyclopentanecarboxylic acid benzyl ester MS 263.3 (M+1).

後処理

  1. extractionis extracted with ethyl acetate
  2. washThe organic layer is washed with water, brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customThe solvent is removed under reduced pressure

出典と根拠

ORDレコード
ord-c54d147e7bb14f738735090038b28feb
出典データセット
uspto-grants-2015_04
特許番号
US09006249B2

反応ノート

読み込み中…